Diethyl Pyrocarbonate → HCID 67243317、化合物

反応式

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[C:12]([CH3:16])[C:13]([OH:15])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:17][C@@H:18]([C:20]1[CH:25]=[CH:24][C:23]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[C:22]([F:31])[CH:21]=1)[CH3:19].CCOC(OC(OCC)=O)=O>CN(C=O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]=[C:12]([CH3:16])[C:13]([NH:17][CH:18]([C:20]2[CH:25]=[CH:24][C:23]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[C:22]([F:31])[CH:21]=2)[CH3:19])=[O:15])=[CH:9][CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

実験手順

3-(4-t-Butyl-phenyl)-2-methylacrylic acid (1.1 eq, 0.14 mmol, 31.00 mg) and (R)-N-[4-(1-Amino-ethyl)-2-fluorophenyl]methanesulfonamide (1 eq, 0.13 mmol, 30 mg) were dissolved in DMF. DEPC (1.2 eq, 0.16 mmol, 23.67 μl) and TEA (2 eq, 0.26 mmol, 36.24 μl) were added into the mixture. The reaction mixture was stirred for 12 hrs. DMF was removed in vacuo. The residue was extracted with ethyl acetate and H2O. A combined organic layer was washed with brine, dried with Na2SO4, and concentrated in vacuo. The residue was purified with column chromatography (n-Hx:EtOAc=1:1) to yield the title compound (52.53 mg, 93.5%) as a white solid.